Virginiamycin

Virginiamycin Basic information
Product Name:Virginiamycin
Synonyms:Stafac;Stafac 20;V-max;vlrglnlamycinM1orS1;PRISTINAMYCIN;antibioticno.899;eskalin500;eskalinv
CAS:11006-76-1
MF:C71H84N10O17
MW:1349.48346
EINECS:234-244-6
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:11006-76-1.mol
Virginiamycin Structure
Virginiamycin Chemical Properties
Melting point 170-178℃
storage temp. Amber Vial, Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color Pale Yellow
Stability:Hygroscopic, Light Sensitive
EPA Substance Registry SystemVirginiamycin (11006-76-1)
Safety Information
HS Code 2941900000
Hazardous Substances Data11006-76-1(Hazardous Substances Data)
MSDS Information
Virginiamycin Usage And Synthesis
UsesOccupational dermatitis was observed in the pharmaceutical industry and in a surgeon who used topical virginiamycin on postoperative wounds (CJ Le Coz, unpublished observations).
UsesVirginiamycin complex is defined as a mixture of 75% ostreogrycin A (virginiamycin M1) and 25% virginiamycin S1, together with the less abundant S analogues. As the two major components have quite different solubilities, these proportions are not readily achieved or used. BioAustralis has isolated and re-combined the individual components to provide the defined components of virginiamycin complex. The composition of the complex is important as Virginiamycin S1 acts a synergist, binding to the conformational change of the peptidyl transferase centre of the 50S ribosome induced by ostreogrycin A.
UsesVirginiamycin is a mixture of Virginiamycin S1 and Virginiamycin M1 (V673810). It is an antibiotic used in livestock feed to prevent disease among young swine. Also is used in ethanol production to prevent microbial contamination.
UsesPristinamycin is a mixture of two components that have a synergistic antibacterial action. The two components are Pristinamycin IIA (V673810) and Pristinamycin IA (P745000).
Brand nameStafac (SmithKline Beecham Animal Health).
Pharmaceutical ApplicationsThe two major components are pristinamycin IA and pristinamycin IB. It is available in some countries for the oral treatment of upper respiratory, bronchopulmonary, dental, skin, genital and bone infections caused by susceptible organisms. In-vitro activity is summarized in Table 28.1. The drug is usually well tolerated, although minor gastrointestinal disturbances and rash may occur.
Pharmaceutical ApplicationsA natural product of Streptomyces virginiae with antimicrobial activity similar to that of other streptogramins. It has chiefly been used as an animal feed additive, but is available in some countries for oral administration and in topical preparations.
Biological Activityvirginiamycin complex is a a complex containing two streptogramin antibiotics.virginiamycin complex contains two streptogramin antibiotics, virginiamycin m1 (75%) and virginiamycin s1 (25%), produced by s. virginiae.
Contact allergensLike the other streptogramin, pristinamycin, virginiamycin is made of two subunits, virginiamycin S1 and virginiamycin M1. Dermatitis was quite common in people using the formerly available topical virginiamycin. Occupational dermatitis was observed in the pharmaceutical industry, in breeders, and in a surgeon who used topical virginiamycin on postoperative wounds (personal observation).
Safety ProfileModerately toxic by ingestion, intraperitoneal, and subcutaneous routes. Used as an antibiotic.
in vitroprevious study found that the m1 and s1 components of virginiamycin (vm and vs) could inhibit protein synthesis in bacteria--reversibly when a single component was present and irreversibly when both were present. in cell-free systems, each factor bound to the large ribosomal subunit, and the affinity of ribosomes for vs was enhanced in the presence of vm. in addition, the binding of labeled vm to ribosomes yielded particles unable to perform poly(u)-directed polyphenylalanine synthesis. moreover, the association constant for the binding of vs to these particles was equal to that incubated with a mixture of vm and vs [1].
in vivoa radiochemical method was developed to estimate cholyltaurine hydrolase potentials and rates of cholyltaurine hydrolysis in chicken intestinal homogenates. this method was used to monitor the effects of antibiotic feed additives on cholyltaurine hydrolase activity. results showed that virginiamycin could improve the rate of weight gain and feed conversion and decrease cholyltaurine hydrolase activity in ileal homogenates relative [2].
references1. parfait, r., and cocito, c. lasting damage to bacterial ribosomes by reversibly bound virginiamycin m. proceedings of the national academy of sciences of the united states of america 77(9), 5492-5496 (1980).2. feighner, s.d., and dashkevicz, m.p. subtherapeutic levels of antibiotics in poultry feeds and their effects on weight gain, feed efficiency, and bacterial cholyltaurine hydrolase activity. applied and environmental microbiology 53(2), 331-336 (1987).
Virginiamycin Preparation Products And Raw materials
TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) N-BUTYLISOCYANIDE pristinamycin I synthetase Tris(2,4-pentanedionato)chroMiuM(III) DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) Pristinamycin IIA SALCOMINE 2,4-PENTANEDIONE, SILVER DERIVATIVE Pristinamycin IB pristinamycin IIA synthase Pristinamycin IA COBALT(II) ACETYLACETONATE Cupric acetylacetonate Ethyl isocyanoacetate Ferric acetylacetonate COBALT ETHYLENE DIAMINE CHLORIDE Pristinamycin IIB TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III)

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